A new use for an old molecule: N-phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioamide as a ratiometric 'Off-On' fluorescent probe for iron

TETRAHEDRON LETTERS

卷:53

Article

Casanueva Marenco, Maria Jose²  Fowley, Colin¹  Hyland, Barry W.¹  Hamilton, Graham R. C.¹  Galindo-Riano, Dolores²  Callan, John F.¹ 

[1] Univ Ulster, Dept Pharm & Pharmaceut Sci, Sch Biomed Sci, Coleraine BT52 1SA, Londonderry, North Ireland

[2] Univ Cadiz, Dept Analyt Chem, Fac Sci, Cadiz 11510, Spain

关键词: Fluorescence;    Sensor;    Iron(III);    Ratiometric;   

DOI  :  10.1016/j.tetlet.2011.11.126

来源: Elsevier

【 摘 要 】

N-Phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioamide has been investigated as a fluorescent sensor for the determination of Fe(III) in aqueous solutions. The probe was prepared by the facile Schiff base condensation of 2-hydroxy-1-napthaldehyde with N-phenylhydrazinecarbothioamide. The sensor displayed good selectivity for Fe(III) when tested against a range of biologically and environmentally important cations. A concentration dependent increase in the emission of two fluorescent bands at 425 and 495 nm was observed upon increasing Fe(III) addition resulting in a linear ratiometric response in the 17-37 mu M range. The binding stoichiometry was confirmed as 1:1 (host/guest) with the binding constant (log beta) calculated as 4.56. (C) 2011 Elsevier Ltd. All rights reserved.

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